Hotels with Pool & Resorts in Chester from NZ$158

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Check availability on Chester Hotels with Pool

Our top choices for Chester hotels with a pool

Indoor pool, pool loungers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,001 reviews)
"great stay. had everything needed. "
United States
Dana
The price is NZ$197
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Hotel & Suites Chester by IHG
Miscellaneous

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is NZ$402
includes taxes & fees
16 Feb - 17 Feb
The Dominion House Bed & Breakfast
Indoor pool

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (973 reviews)
"Room was clean & comfortable. Staff was accommodating and friendly."
United States
Nadine
The price is NZ$199
includes taxes & fees
16 Feb - 17 Feb
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Seasonal outdoor pool

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Room clean, staff friendly"
United States
KATHRYN
The price is NZ$158
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn by Hilton Middletown
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,056 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is NZ$196
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Nanuet
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is NZ$181
includes taxes & fees
2 Mar - 3 Mar
Overlook Lodge at Bear Mountain
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,004 reviews)
"Love staying here "
United States
devin
The price is NZ$164
includes taxes & fees
18 Feb - 19 Feb
Courtyard by Marriott Middletown Goshen
Indoor pool

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very good, (1,000 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is NZ$193
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,011 reviews)
"Clean room, friendly staff"
United States
KAREN
The price is NZ$180
includes taxes & fees
15 Feb - 16 Feb
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (999 reviews)
"Yes stay was pleasant "
United States
henry
The price is NZ$172
includes taxes & fees
25 Feb - 26 Feb
Comfort Suites Fishkill near Interstate 84
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Chester

Breakfast included
Spa pool

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Top Chester Hotel Reviews

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"The front desk personnel were very nice and efficient. The room was clean and the bed was comfortable. "
CATHERINE 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Nanuet

Frequently asked questions

What are some accommodation options with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool and free self parking. Crowne Plaza Suffern - Mahwah by IHG: Features a water park, an outdoor pool and a sauna. Mountain Creek: Features daily, an indoor pool and free self parking. Sonesta Simply Suites Nanuet: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Chester?
Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. Discover sights such as Museum Village and Goosepond Mountain State Park during your stay. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.